Outtasight Enterprises is a Chicago-based filmmaker-led media company — building films, commentary, culture, and transformative human stories from the ground up.
Jalen Jones is a Chicago filmmaker, storyteller, and creative entrepreneur who built Outtasight Enterprises from a singular belief: that extraordinary stories deserve extraordinary execution — no gatekeepers required.
From cinematic video essays to cultural commentary and documentary-style filmmaking, every project under the Outtasight banner carries the same DNA — emotional authenticity, premium craft, and a vision that extends far beyond content creation.
"Outtasight means seeing beyond what people expect and creating something unforgettable."✦ B.S. Communication · Relationship & Human Behavior Coach
The flagship channel. Cinematic video essays, cultural commentary, and in-depth storytelling that pulls back the curtain on pop culture, media, and the moments that shaped generations.
Watch NowA digital museum of internet culture, nostalgia, and media history — reimagined through a cinematic lens. Deep dives into the moments, eras, and online phenomena that defined us.
Explore ArchivesReal-time conversations, live reactions, and unfiltered takes on what's happening in culture right now. Raw, present, and never scripted — this is the pulse of the empire.
Go LiveThe most personal channel. Backed by a Bachelor's in Communication, Insight explores relationships, self-development, and the psychology of human behavior — built to help you understand yourself and the people around you.
Start Your JourneyInsight isn't self-help as usual. It's the intersection of communication science, real relationship psychology, and lived human experience — delivered the way only a filmmaker thinks.
Using a formal background in Communication and years of observation, Jalen coaches viewers on understanding why we behave the way we do — and how to build better relationships, better habits, and a better version of yourself.
Why relationships break down, how patterns form, and how to build deeper, more authentic connections. Romantic, platonic, professional — the communication science behind it all.
Understanding why we are the way we are — from childhood conditioning to cultural programming. Applied communication theory that explains the people in your life, and yourself.
Frameworks, habits, and mental upgrades for building the life you actually want. Not motivation content — real tools, grounded in research and real-world results.
How you speak, listen, and show up determines everything. Learn the communication skills that change outcomes — in conversations, in conflict, and in life.
Reading rooms, managing triggers, building resilience. The emotional skills that separate people who grow from those who stay stuck — and how to develop them deliberately.
Live and recorded sessions that go deeper. Personalized coaching, group workshops, and community-driven growth — all rooted in the same Communication-backed methodology.
Whether you're looking to collaborate on a film, discuss an Insight coaching session, explore brand partnerships, or just connect — the door is open. Every great project starts with a conversation.